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Jim Singleterry

Jim Singleterry is the founder of RoofSmart™ and a leading authority in the American roofing and gutter industry. A second-generation builder, Jim was raised on his father’s job sites in California, developing a foundational "boots-on-the-ground" expertise before earning a Computer Science degree from Washington State University. Jim is what happens when you combine technical, data-driven precision with the grit of a master tradesman. While he spent years in leadership at industry giants like LeafFilter® and founded the Seattle market's premier gutter company, Leafless in Seattle®, his true differentiator is his relentless commitment to the field. Over the last 15 years, Jim has personally consulted on over 3,000 individual projects—maintaining a staggering pace of 200 personal site visits per year. This deep, hands-on data set allows Jim to provide homeowners with "expert-biased" advice that most contractors simply cannot match. He doesn't just manage projects; he diagnoses them with a level of technical accuracy rarely seen in the trades. An Amazon Wall Street Journal Bestselling Author, Jim co-authored Empathy and Understanding in Business with legendary FBI negotiator Chris Voss, bringing the art of tactical empathy to the home improvement experience. As a member of the National Roofing Contractors Association (NRCA) and the Roofing Contractors of Washington (RCAW), Jim continues to lead RoofSmart™ with a simple, uncompromising mission: providing the Competence, Integrity, and Value that every homeowner deserves.

Problems

Does Your Seattle Flat Roof Really Need Special Insulation?

June 22nd, 2026|4 min read

Case Study

How Do I Replace a Glulam Beam With Severe Rot on My Seattle Home?

June 19th, 2026|5 min read

Problems

What Are the Challenges of Venting a Vaulted Ceiling In Seattle?

June 17th, 2026|4 min read

Services | Why Us

What Should You Expect After Signing Your Contract with RoofSmart?

June 15th, 2026|4 min read

Problems

Is There Enough Room in My Attic for Ventilation to Work?

June 15th, 2026|4 min read

Case Study

Can You Replace a Roof While Adding Multiple Additions to Your Home?

June 12th, 2026|5 min read

Problems

Can I Rely On My New Home’s Warranty for Roof Protection in Seattle?

June 10th, 2026|5 min read

Problems

Can Water Damage in One Area of the Roof Compromise the Whole Thing?

June 8th, 2026|4 min read

Case Studies

How Do You Convert a Tile Roof to Metal in Seattle?

June 5th, 2026|4 min read

Why Us

Why Choose RoofSmart to Help With Your Roof Redesign Project?

June 3rd, 2026|4 min read

Problems

What Roadblocks Can Delay My Roof Redesign Project?

June 1st, 2026|5 min read

Case Studies

What Happens If My Low-Slope Torch Down Roof Is Installed Wrong?

May 29th, 2026|5 min read

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Comparison

Wood Tile vs. Long Planks: Which Is Better on a Seattle Rooftop Deck?

May 27th, 2026|5 min read

Problems

How Do I Know If My Rooftop Deck Walls Are Properly Waterproofed?

May 25th, 2026|4 min read

Case Study

Is Aluminum a Good Roofing Option in Seattle’s Coastal Climate?

May 22nd, 2026|4 min read

Problems

What Common Issues Do Seattle Roofers Run Into When Reframing Attics?

May 20th, 2026|4 min read

Comparison

Which Type of Exhaust Vent Is Best Based On My Roof Shape?

May 18th, 2026|4 min read

Case Study

Why Hire a Roofing Company to Do All of My Home Improvement Work?

May 15th, 2026|4 min read

Problems

What Do I Do If My Roofer's Supplier Puts a Lien on My House?

May 13th, 2026|5 min read

Problems

What Are the Challenges of Converting Cedar Shake to Asphalt Shingles?

May 11th, 2026|4 min read